3-(((4-phenyl-6-(trifluoromethyl)pyrimidin-2-yl)amino)methyl)phenol

ID: ALA4869274

PubChem CID: 164620656

Max Phase: Preclinical

Molecular Formula: C18H14F3N3O

Molecular Weight: 345.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Oc1cccc(CNc2nc(-c3ccccc3)cc(C(F)(F)F)n2)c1

Standard InChI:  InChI=1S/C18H14F3N3O/c19-18(20,21)16-10-15(13-6-2-1-3-7-13)23-17(24-16)22-11-12-5-4-8-14(25)9-12/h1-10,25H,11H2,(H,22,23,24)

Standard InChI Key:  VNWFHFNDKSACNX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    5.8026  -24.2102    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    6.6274  -24.2143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2186  -23.4980    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.9220  -25.4557    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9209  -26.2828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6354  -26.6956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3517  -26.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3488  -25.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6336  -25.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3443  -23.8037    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    5.2062  -26.6946    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4922  -26.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7777  -26.6935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0645  -26.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3503  -26.6894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3492  -27.5151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0682  -27.9279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7794  -27.5144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6366  -26.2761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0631  -26.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0630  -27.5186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7771  -27.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4917  -27.5163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4878  -26.6873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7731  -26.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  9  2  1  0
  2 10  1  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 15 19  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
  7 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4869274

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 345.32

Molecular Weight (Monoisotopic): 345.1089

AlogP: 4.48

#Rotatable Bonds: 4

Polar Surface Area: 58.04

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.42

CX Basic pKa: 3.22

CX LogP: 4.92

CX LogD: 4.91

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.73

Np Likeness Score: -1.09

References

1. Dolšak A, Šribar D, Scheffler A, Grabowski M, Švajger U, Gobec S, Holze J, Weindl G, Wolber G, Sova M..  (2021)  Further hit optimization of 6-(trifluoromethyl)pyrimidin-2-amine based TLR8 modulators: Synthesis, biological evaluation and structure-activity relationships.,  225  [PMID:34488023] [10.1016/j.ejmech.2021.113809]

Source

Source(1):

• Scientific Literature